JP2009501746A5 - - Google Patents
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- Publication number
- JP2009501746A5 JP2009501746A5 JP2008521876A JP2008521876A JP2009501746A5 JP 2009501746 A5 JP2009501746 A5 JP 2009501746A5 JP 2008521876 A JP2008521876 A JP 2008521876A JP 2008521876 A JP2008521876 A JP 2008521876A JP 2009501746 A5 JP2009501746 A5 JP 2009501746A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- ethyl
- purin
- trans
- imidazol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- -1 2-Ethyl-2H-tetrazol-5-yl Chemical group 0.000 claims 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims 2
- 125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000005213 alkyl heteroaryl group Chemical group 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 200000000018 inflammatory disease Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
Claims (9)
R1は、メチルまたはエチルを表し;
R2は、下記のリスト:
R3は、下記のリスト:
ここで、R4は、下記のリスト:
R5は、水素、C1-4アルキル、C1-4アルキルアリール、C1-4アルキルヘテロアリールまたはC1-4ヒドロキシアルキルを表し;
R6およびR7は独立して、水素、メチルまたはフェニルを表す]
の化合物、ならびにその塩および溶媒和物。 Formula (I):
R 1 represents methyl or ethyl;
R 2 has the following list:
R 3 lists below:
Where R 4 is the list below:
R 5 represents hydrogen, C 1-4 alkyl, C 1-4 alkylaryl, C 1-4 alkylheteroaryl or C 1-4 hydroxyalkyl;
R 6 and R 7 independently represent hydrogen, methyl or phenyl]
And their salts and solvates.
(2R,3S,4R,5R)-2-(2-エチル-2H-テトラゾール-5-イル)-5-[2-{[2-(1-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-6-({trans-4-[(2-{[2-(1-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-1H-プリン-6-イル)アミノ]シクロヘキシル}アミノ)-9H-プリン-9-イル]テトラヒドロ-3,4-フランジオール;
(2R,3S,4R,5R)-2-(2-エチル-2H-テトラゾール-5-イル)-5-[2-{[2-(5-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-6-({trans-4-[(2-{[2-(5-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-1H-プリン-6-イル)アミノ]シクロヘキシル}アミノ)-9H-プリン-9-イル]テトラヒドロ-3,4-フランジオール;
(2R,3S,4R,5R)-2-(2-エチル-2H-テトラゾール-5-イル)-5-[2-{[4-(1-ピロリジニル)ブチル]アミノ}-6-({trans-4-[(2-{[4-(1-ピロリジニル)ブチル]アミノ}-1H-プリン-6-イル)アミノ]シクロヘキシル}アミノ)-9H-プリン-9-イル]テトラヒドロ-3,4-フランジオール;
(2R,3R,4S,5R)-2-(2-[(trans-4-アミノシクロヘキシル)アミノ]-6-{[trans-4-({2-[(trans-4-アミノシクロヘキシル)アミノ]-9H-プリン-6-イル}アミノ)シクロヘキシル]アミノ}-9H-プリン-9-イル)-5-(2-エチル-2H-テトラゾール-5-イル)テトラヒドロ-3,4-フランジオール;
(2R,3S,4R,5R)-2-(2-エチル-2H-テトラゾール-5-イル)-5-[2-{[2-(1H-イミダゾール-4-イル)エチル]アミノ}-6-({trans-4-[(2-{[2-(1H-イミダゾール-4-イル)エチル]アミノ}-4-ピリミジニル)アミノ]シクロヘキシル}アミノ)-9H-プリン-9-イル]テトラヒドロ-3,4-フランジオール;
(2R,3S,4R,5R)-2-(2-エチル-2H-テトラゾール-5-イル)-5-[2-{[2-(1-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-6-({trans-4-[(2-{[2-(1-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-4-ピリミジニル)アミノ]シクロヘキシル}アミノ)-9H-プリン-9-イル]テトラヒドロ-3,4-フランジオール;
(2R,3S,4R,5R)-2-(2-エチル-2H-テトラゾール-5-イル)-5-[2-{[2-(5-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-6-({trans-4-[(2-{[2-(5-メチル-1H-イミダゾール-4-イル)エチル]アミノ}-4-ピリミジニル)アミノ]シクロヘキシル}アミノ)-9H-プリン-9-イル]テトラヒドロ-3,4-フランジオール;
(2R,3S,4R,5R)-2-(2-エチル-2H-テトラゾール-5-イル)-5-[2-{[4-(1-ピロリジニル)ブチル]アミノ}-6-({trans-4-[(2-{[4-(1-ピロリジニル)ブチル]アミノ}-4-ピリミジニル)アミノ]シクロヘキシル}アミノ)-9H-プリン-9-イル]テトラヒドロ-3,4-フランジオール;
(2R,3R,4S,5R)-2-(2-[(trans-4-アミノシクロヘキシル)アミノ]-6-{[trans-4-({2-[(trans-4-アミノシクロヘキシル)アミノ]-4-ピリミジニル}アミノ)シクロヘキシル]アミノ}-9H-プリン-9-イル)-5-(2-エチル-2H-テトラゾール-5-イル)テトラヒドロ-3,4-フランジオール;
である式(I)の化合物、またはそれらのいずれか1つの塩もしくは溶媒和物。 (2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[2- (1H-imidazol-4-yl) ethyl] amino} -6 -({trans-4-[(2-{[2- (1H-imidazol-4-yl) ethyl] amino} -1H-purin-6-yl) amino] cyclohexyl} amino) -9H-purine-9- Yl] tetrahydro-3,4-furandol;
(2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[2- (1-methyl-1H-imidazol-4-yl) ethyl] Amino} -6-({trans-4-[(2-{[2- (1-methyl-1H-imidazol-4-yl) ethyl] amino} -1H-purin-6-yl) amino] cyclohexyl} amino ) -9H-purin-9-yl] tetrahydro-3,4-furandol;
(2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[2- (5-methyl-1H-imidazol-4-yl) ethyl] Amino} -6-({trans-4-[(2-{[2- (5-methyl-1H-imidazol-4-yl) ethyl] amino} -1H-purin-6-yl) amino] cyclohexyl} amino ) -9H-purin-9-yl] tetrahydro-3,4-furandol;
(2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[4- (1-pyrrolidinyl) butyl] amino} -6-({trans -4-[(2-{[4- (1-pyrrolidinyl) butyl] amino} -1H-purin-6-yl) amino] cyclohexyl} amino) -9H-purin-9-yl] tetrahydro-3,4- Flange all;
(2R, 3R, 4S, 5R) -2- (2-[(trans-4-aminocyclohexyl) amino] -6-{[trans-4-({2-[(trans-4-aminocyclohexyl) amino] -9H-purin-6-yl} amino) cyclohexyl] amino} -9H-purin-9-yl) -5- (2-ethyl-2H-tetrazol-5-yl) tetrahydro-3,4-furandol;
(2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[2- (1H-imidazol-4-yl) ethyl] amino} -6 -({trans-4-[(2-{[2- (1H-imidazol-4-yl) ethyl] amino} -4-pyrimidinyl) amino] cyclohexyl} amino) -9H-purin-9-yl] tetrahydro- 3,4-flangeol;
(2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[2- (1-methyl-1H-imidazol-4-yl) ethyl] Amino} -6-({trans-4-[(2-{[2- (1-methyl-1H-imidazol-4-yl) ethyl] amino} -4-pyrimidinyl) amino] cyclohexyl} amino) -9H- Purin-9-yl] tetrahydro-3,4-furandol;
(2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[2- (5-methyl-1H-imidazol-4-yl) ethyl] Amino} -6-({trans-4-[(2-{[2- (5-methyl-1H-imidazol-4-yl) ethyl] amino} -4-pyrimidinyl) amino] cyclohexyl} amino) -9H- Purin-9-yl] tetrahydro-3,4-furandol;
(2R, 3S, 4R, 5R) -2- (2-Ethyl-2H-tetrazol-5-yl) -5- [2-{[4- (1-pyrrolidinyl) butyl] amino} -6-({trans -4-[(2-{[4- (1-pyrrolidinyl) butyl] amino} -4-pyrimidinyl) amino] cyclohexyl} amino) -9H-purin-9-yl] tetrahydro-3,4-furandol;
(2R, 3R, 4S, 5R) -2- (2-[(trans-4-aminocyclohexyl) amino] -6-{[trans-4-({2-[(trans-4-aminocyclohexyl) amino] -4-pyrimidinyl} amino) cyclohexyl] amino} -9H-purin-9-yl) -5- (2-ethyl-2H-tetrazol-5-yl) tetrahydro-3,4-furandol;
Or a salt or solvate of any one of them.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB0514809.3 | 2005-07-19 | ||
GBGB0514809.3A GB0514809D0 (en) | 2005-07-19 | 2005-07-19 | Compounds |
PCT/EP2006/007078 WO2007009757A1 (en) | 2005-07-19 | 2006-07-17 | Purine derivatives as agonists of the adenosine a2a receptor |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2009501746A JP2009501746A (en) | 2009-01-22 |
JP2009501746A5 true JP2009501746A5 (en) | 2009-08-27 |
JP5010599B2 JP5010599B2 (en) | 2012-08-29 |
Family
ID=34897468
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008521876A Expired - Fee Related JP5010599B2 (en) | 2005-07-19 | 2006-07-17 | Purine derivatives that are agonists of adenosine A2A receptors |
Country Status (9)
Country | Link |
---|---|
US (1) | US7985740B2 (en) |
EP (1) | EP1904512B1 (en) |
JP (1) | JP5010599B2 (en) |
AR (1) | AR054559A1 (en) |
ES (1) | ES2387404T3 (en) |
GB (1) | GB0514809D0 (en) |
PE (1) | PE20070179A1 (en) |
TW (1) | TW200740814A (en) |
WO (1) | WO2007009757A1 (en) |
Families Citing this family (18)
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EP1778712B1 (en) * | 2004-08-02 | 2013-01-30 | University Of Virginia Patent Foundation | 2-propynyl adenosine analogs with modified 5'-ribose groups having a2a agonist activity |
GT200500281A (en) * | 2004-10-22 | 2006-04-24 | Novartis Ag | ORGANIC COMPOUNDS. |
GB0500785D0 (en) * | 2005-01-14 | 2005-02-23 | Novartis Ag | Organic compounds |
GB0523778D0 (en) * | 2005-11-23 | 2006-01-04 | Glaxo Group Ltd | Novel method |
US8178509B2 (en) * | 2006-02-10 | 2012-05-15 | University Of Virginia Patent Foundation | Method to treat sickle cell disease |
GB0607950D0 (en) * | 2006-04-21 | 2006-05-31 | Novartis Ag | Organic compounds |
PT2322525E (en) * | 2006-04-21 | 2013-12-26 | Novartis Ag | Purine derivatives for use as adenosin a2a receptor agonists |
US8188063B2 (en) * | 2006-06-19 | 2012-05-29 | University Of Virginia Patent Foundation | Use of adenosine A2A modulators to treat spinal cord injury |
WO2008000743A2 (en) * | 2006-06-27 | 2008-01-03 | Biovitrum Ab (Publ) | Novel 2',3'-methylidene acetyl adenosine prodrugs for use as prodrugs for adenosine receptor agonists |
EP1889846A1 (en) * | 2006-07-13 | 2008-02-20 | Novartis AG | Purine derivatives as A2a agonists |
EP1903044A1 (en) * | 2006-09-14 | 2008-03-26 | Novartis AG | Adenosine Derivatives as A2A Receptor Agonists |
CA2669108A1 (en) * | 2006-11-10 | 2008-05-15 | Novartis Ag | Cyclopentene diol monoacetate derivatives |
US8058259B2 (en) | 2007-12-20 | 2011-11-15 | University Of Virginia Patent Foundation | Substituted 4-{3-[6-amino-9-(3,4-dihydroxy-tetrahydro-furan-2-yl)-9H-purin-2-yl]-prop-2-ynyl}-piperidine-1-carboxylic acid esters as A2AR agonists |
US8916570B2 (en) | 2008-03-31 | 2014-12-23 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | A3 adenosine receptor agonists and antagonists |
WO2009123881A1 (en) | 2008-03-31 | 2009-10-08 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Purine derivatives as a3 receptor- selective agonists |
US9181253B2 (en) | 2008-08-01 | 2015-11-10 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Adenosine receptor agonists, partial agonists, and antagonists |
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- 2006-07-17 EP EP06791541A patent/EP1904512B1/en active Active
- 2006-07-17 PE PE2006000855A patent/PE20070179A1/en not_active Application Discontinuation
- 2006-07-17 US US11/995,921 patent/US7985740B2/en not_active Expired - Fee Related
- 2006-07-17 TW TW095126065A patent/TW200740814A/en unknown
- 2006-07-17 JP JP2008521876A patent/JP5010599B2/en not_active Expired - Fee Related
- 2006-07-17 ES ES06791541T patent/ES2387404T3/en active Active
- 2006-07-17 WO PCT/EP2006/007078 patent/WO2007009757A1/en not_active Application Discontinuation
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